EP0689416A1 - Topical composition for inhibiting hair growth - Google Patents

Topical composition for inhibiting hair growth

Info

Publication number
EP0689416A1
EP0689416A1 EP93915148A EP93915148A EP0689416A1 EP 0689416 A1 EP0689416 A1 EP 0689416A1 EP 93915148 A EP93915148 A EP 93915148A EP 93915148 A EP93915148 A EP 93915148A EP 0689416 A1 EP0689416 A1 EP 0689416A1
Authority
EP
European Patent Office
Prior art keywords
water
parts
weight
composition
topical composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP93915148A
Other languages
German (de)
French (fr)
Other versions
EP0689416B1 (en
Inventor
Brian Alfred Boxall
Geoffrey Wilfred Amery
Gurpreet S. Ahluwalia
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gillette Co LLC
Original Assignee
HANDELMAN Joseph H
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by HANDELMAN Joseph H filed Critical HANDELMAN Joseph H
Publication of EP0689416A1 publication Critical patent/EP0689416A1/en
Application granted granted Critical
Publication of EP0689416B1 publication Critical patent/EP0689416B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/69—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00—Preparations for affecting hair growth
    • A61Q7/02—Preparations for inhibiting or slowing hair growth

Definitions

  • This invention relates to a new topical composition for inhibiting mammalian hair growth. It also relates to a method of inhibiting hair growth by applying a topical composition according to this invention to the skin.
  • the patent also generally proposes the possible incor ⁇ poration of ODC inhibitors in cosmetic formulations such as skin lotions and creams, but the effectiveness of such proposed formulations and their stability and aesthetic attributes are unknown. Since DFMO is a highly ionic material, it would tend to destabilize emulsion systems and would be difficult to formulate in such systems, particularly at higher dosage levels necessary to achieve maximum efficacy.
  • the present invention embraces a topical composition for inhibiting mammalian hair growth, particularly human beard hair growth (including hirsutism) , comprising a water-soluble, hair-growth-inhibiting agent dispersed in an oil-in-water emulsion in the form of a lotion or cream.
  • the invention also embraces a method of inhibiting mammalian hair growth by applying an effective amount of the above composition to the skin.
  • the invention further embraces a topical composition for delivering a water-soluble, pharmacological agent to the skin.
  • the hair growth inhibiting agent which is utilized in the composition and method of the present invention may be any water-soluble, hair-growth-inhibiting agent, particularly any highly ionic, water-soluble, hair-growth- inhibiting agent.
  • active agents may be selected from any of the classes of agents described in the aforementioned U.S. patents, namely U.S. 4,720,489, U.S. 5,095,007, U.S. 5,096,911, and U.S. 5,132,293, provided such agents are water soluble.
  • the hair growth inhibiting agent is 2- (difluoromethyl)-2,5-diaminopentanoic acid, which is also identified as ⁇ - (difluoromethyl)ornithine, hereinafter abbreviated "DFMO".
  • the topical composition of the present invention comprises about 1 to 20 parts by weight, preferably 5 to 15 parts, of the aforedescribed water-soluble, hair-growth- inhibiting agent, particularly DFMO, dispersed in 99 to 80 parts by weight, preferably 95 to 85 parts, of a vehicle comprising an oil-in-water emulsion of the formula (the last two ingredients being optional) :
  • Citric Acid 5 0 to 0.5 0.25 Sodium Hydroxide 6 g.s. g.s. g.s. * 0.5% water withheld for subsequent pH adjustment.
  • 1 Available as a blend, for example Cithrol GMS A/S ES0743 from Croda Chemicals Ltd. (U.K.) .
  • 2 Available as a blend, for example Cosmowax EM5483 from Croda Chemicals Ltd. (U.K.).
  • 3 Available as Lorol-18 from Henkel Chemicals Ltd. 4 Available as Silicone Fluid 200 - 100 cps from Dow Corning Corporation (e.g., 360 Medical Fluid or Q7-9120 Fluid) .
  • Other weak acids may be substituted, for example lactic, tartaric or phosphoric acids to serve as a pH buffer.
  • 6 Quantity sufficient to adjust pH to about 3.5.
  • Other strong bases, such as KOH may be used or, in some cases, strong acids such as HC1, where the pH needs to be lowered.
  • the active agent plus vehicle will total 100 parts by weight when finished. Minor amounts of other ingredients, such as dyes, fragrances, and biocidal agents or preservatives may be incorporated in the vehicle as deemed necessary or desirable. It is preferred to add about 0.5 to 0.9 parts of Phenonip, a biocidal agent available from Nipa Laboratories Ltd. (U.K.), to the above formulation.
  • Phenonip a biocidal agent available from Nipa Laboratories Ltd. (U.K.)
  • the following procedure is carried out to make the vehicle utilized in the topical composition of the present invention.
  • the water and water soluble components are charged to a mixing vessel, the pH is adjusted to about 3.5, ' and the solution is heated to about 70°C.
  • the oil soluble components except for the biocidal agent, are melted together at about 70°C, then run into the water phase with brisk stirring. Mixing is continued for about twenty minutes, then water cooling is applied.
  • the biocidal agent is added at 40-45°C. and stirring is continued until the temperature reaches 25°C. to yield a white, soft cream with a viscosity of about 8,000-12,000 cps.
  • shear can be applied using a conventional homogenizer, for example a Silverson L4R homogenizer with a square hole high shear screen. Normally, this step is not required since the viscosity of the emulsion can increase during dissolution of the active agent.
  • the topical composition of the present invention is made by blending about 1 to 20 parts by weight, preferably 5 to 15 parts, of the hair-growth-inhibiting active agent, preferably DFMO, with correspondingly 99 to 80 parts by weight, preferably 95 to 85 parts, of the vehicle prepared as described above, and adjusting the pH to about 3.5 with aqueous sodium hydroxide (10%) or hydrochloric acid
  • topical composition could also be fabricated by including the active agent in the water phase during the aforedescribed vehicle preparation.
  • each of the compositions of the invention namely I-A through I-D and II-A through II-D, were highly efficacious in inhibiting mammalian hair growth.
  • beard hair growth inhibition is obtained when such compositions are applied to the human face.
  • the above data also demonstrate that the present compositions are superior in efficacy to a water-ethanol composition which contains penetration enhancers. This suggests that the present composition achieves either enhanced skin penetration of the active agent or increased residence time of the active agent at the treated site.
  • the compositions of the invention remain stable over an extended period of time and have aesthetically pleasing attributes.
  • compositions of the present invention are applied to mammalian skin, particularly the human face, on a daily or twice daily basis to provide a level of active agent of about 10 to 2000 micrograms per square centimeter of skin.
  • the application dose may be varied to achieve a suitable level of effectiveness for each individual being treated.

Abstract

The present invention embraces a topical composition for inhibiting mammalian hair growth, particularly human beard hair growth (including hirsutism), comprising a water-soluble, hair-growth-inhibiting agent dispersed in an oil-in-water emulsion in the form of a lotion or cream. The invention also embraces a method of inhibiting mammalian hair growth by applying an effective amount of the above composition to the skin. The invention further embraces a topical composition for delivering a pharmacological agent to the skin.

Description

TOPICAL COMPOSITION FOR INHIBITING HAIR GROWTH Background of the Invention This invention relates to a new topical composition for inhibiting mammalian hair growth. It also relates to a method of inhibiting hair growth by applying a topical composition according to this invention to the skin.
In U.S. 4,720,489 it is disclosed that the topical application of a composition comprising an ornithine decarboxylase ("ODC") inhibitor will inhibit hair growth, including beard hair growth. A particularly advantageous ODC inhibitor for use in this application is 2- (difluoromethyl) -2,5-diaminopentanoic acid, also identified as α- (difluoromethyl)ornithine ("DFMO") . This patent demonstrates the effectiveness of ODC inhibitors for inhibiting hair growth by measuring changes in flank organ hair mass in adult male hamsters treated with ethanol solutions of such compounds. The patent also generally proposes the possible incor¬ poration of ODC inhibitors in cosmetic formulations such as skin lotions and creams, but the effectiveness of such proposed formulations and their stability and aesthetic attributes are unknown. Since DFMO is a highly ionic material, it would tend to destabilize emulsion systems and would be difficult to formulate in such systems, particularly at higher dosage levels necessary to achieve maximum efficacy.
In U.S. 5,095,007, U.S. 5,096,911, and U.S. 5,132,293, additional hair growth inhibitors are disclosed which are completely unrelated to the aforementioned ODC inhibitors. However, each of these patents discloses a water-ethanol vehicle for delivering the active compound. The vehicle comprises 68% water, 16% ethanol, 5% propylene glycol, 5% dipropylene glycol, 4% benzyl alcohol, and 2% propylene carbonate. This vehicle is not aesthetically pleasing or easy to use since it is very runny and feels wet and tacky. Moreover, the efficacy of the active material in this vehicle may not be optimum even though the vehicle contains two known penetration enhancers, namely benzyl alcohol and propylene carbonate.
It is an object of the present invention to provide a topical composition for inhibiting hair growth which is stable, highly efficacious and aesthetically pleasing.
Summary of the Invention The present invention embraces a topical composition for inhibiting mammalian hair growth, particularly human beard hair growth (including hirsutism) , comprising a water-soluble, hair-growth-inhibiting agent dispersed in an oil-in-water emulsion in the form of a lotion or cream. The invention also embraces a method of inhibiting mammalian hair growth by applying an effective amount of the above composition to the skin. The invention further embraces a topical composition for delivering a water-soluble, pharmacological agent to the skin.
Detailed Description of the Invention
The hair growth inhibiting agent which is utilized in the composition and method of the present invention may be any water-soluble, hair-growth-inhibiting agent, particularly any highly ionic, water-soluble, hair-growth- inhibiting agent. Such active agents may be selected from any of the classes of agents described in the aforementioned U.S. patents, namely U.S. 4,720,489, U.S. 5,095,007, U.S. 5,096,911, and U.S. 5,132,293, provided such agents are water soluble. In a preferred embodiment, the hair growth inhibiting agent is 2- (difluoromethyl)-2,5-diaminopentanoic acid, which is also identified as α- (difluoromethyl)ornithine, hereinafter abbreviated "DFMO". The topical composition of the present invention comprises about 1 to 20 parts by weight, preferably 5 to 15 parts, of the aforedescribed water-soluble, hair-growth- inhibiting agent, particularly DFMO, dispersed in 99 to 80 parts by weight, preferably 95 to 85 parts, of a vehicle comprising an oil-in-water emulsion of the formula (the last two ingredients being optional) :
Ingredient Wt . Percent Ex. I Ex. II Water 78 to 87 80.84* 85.53*
Glyceryl Stearate 2.8 to 4.8 4.24 2.97 PEG-100 Stearate 1 2.7 to 4.7 4.09 2.86 Cetearyl Alcohol 1.9 to 3.3 3.05 2.14 Ceteareth-20 2 1.6 to 2.7 2.50 1.75 Mineral Oil 1.7 to 2.7 2.22 2.22 Stearyl Alcohol 1.0 to 2.0 1.67 1.17
Dimethxcone 0.3 to 1.0 0.56 0.56
Citric Acid 5 0 to 0.5 0.25 Sodium Hydroxide 6 g.s. g.s. g.s. * 0.5% water withheld for subsequent pH adjustment. 1 Available as a blend, for example Cithrol GMS A/S ES0743 from Croda Chemicals Ltd. (U.K.) . 2 Available as a blend, for example Cosmowax EM5483 from Croda Chemicals Ltd. (U.K.). 3 Available as Lorol-18 from Henkel Chemicals Ltd. 4 Available as Silicone Fluid 200 - 100 cps from Dow Corning Corporation (e.g., 360 Medical Fluid or Q7-9120 Fluid) . 5 Other weak acids may be substituted, for example lactic, tartaric or phosphoric acids to serve as a pH buffer. 6 Quantity sufficient to adjust pH to about 3.5. Other strong bases, such as KOH, may be used or, in some cases, strong acids such as HC1, where the pH needs to be lowered.
The active agent plus vehicle will total 100 parts by weight when finished. Minor amounts of other ingredients, such as dyes, fragrances, and biocidal agents or preservatives may be incorporated in the vehicle as deemed necessary or desirable. It is preferred to add about 0.5 to 0.9 parts of Phenonip, a biocidal agent available from Nipa Laboratories Ltd. (U.K.), to the above formulation. The following procedure is carried out to make the vehicle utilized in the topical composition of the present invention. The water and water soluble components, are charged to a mixing vessel, the pH is adjusted to about 3.5,' and the solution is heated to about 70°C. The oil soluble components, except for the biocidal agent, are melted together at about 70°C, then run into the water phase with brisk stirring. Mixing is continued for about twenty minutes, then water cooling is applied. The biocidal agent is added at 40-45°C. and stirring is continued until the temperature reaches 25°C. to yield a white, soft cream with a viscosity of about 8,000-12,000 cps. If it is desired to increase the viscosity of the resulting emulsion, shear can be applied using a conventional homogenizer, for example a Silverson L4R homogenizer with a square hole high shear screen. Normally, this step is not required since the viscosity of the emulsion can increase during dissolution of the active agent. The topical composition of the present invention is made by blending about 1 to 20 parts by weight, preferably 5 to 15 parts, of the hair-growth-inhibiting active agent, preferably DFMO, with correspondingly 99 to 80 parts by weight, preferably 95 to 85 parts, of the vehicle prepared as described above, and adjusting the pH to about 3.5 with aqueous sodium hydroxide (10%) or hydrochloric acid
(10%) . Of course, the topical composition could also be fabricated by including the active agent in the water phase during the aforedescribed vehicle preparation.
EXAMPLE Two vehicles were prepared having the composition designated Ex. I and Ex. II in the above Table according to the aforedescribed procedure. The two vehicles contained 0.83 and 0.55 parts Phenonip respectively. To four separate batches of each vehicle was then added with mixing sufficient DFMO to produce topical compositions containing 2.5, 5, 10 and 15% DFMO. Thus, a total of eight topical compositions were prepared in all. Each composition was tested for hair growth inhibition using a standard hamster flank organ hair mass study as described in the previously identified four U.S. patents. For comparison, a control composition containing vehicle only was tested (I-V and II-V below) , as well as a composition containing 10% DFMO in the water-ethanol vehicle shown in Ex. I of U.S. 5,096,911 (W-E below). The results of these studies were as follows:
Com- % Inhibi¬ Com- % Inhibi¬ position tion position tion
I-A (15% DFMO) 84.2 II-A (15% DFMO) 89.1
I-B (10% DFMO) 87.6 II-B (10% DFMO) 91.4
I-C (5% DFMO) 84.5 II-C (5% DFMO) 85.5
I-D (2.5% DFMO) 60.0 II-D (2.5% DFMO) 81.4
I-V (0% DFMO) - II-V (0% DFMO) -
W-E (10% DFMO) 68.3 W-E (10% DFMO) 72.6
As can be seen, each of the compositions of the invention, namely I-A through I-D and II-A through II-D, were highly efficacious in inhibiting mammalian hair growth. Similarly, beard hair growth inhibition is obtained when such compositions are applied to the human face. Remarkably, the above data also demonstrate that the present compositions are superior in efficacy to a water-ethanol composition which contains penetration enhancers. This suggests that the present composition achieves either enhanced skin penetration of the active agent or increased residence time of the active agent at the treated site. Moreover, the compositions of the invention remain stable over an extended period of time and have aesthetically pleasing attributes.
The topical compositions of the present invention are applied to mammalian skin, particularly the human face, on a daily or twice daily basis to provide a level of active agent of about 10 to 2000 micrograms per square centimeter of skin. Obviously, the application dose may be varied to achieve a suitable level of effectiveness for each individual being treated.
It will be apparent that equivalent materials may be substituted for those specified in the aforementioned table of ingredients without departing from the spirit and scope of this invention. For example, other water- soluble, pharmacological agents may be delivered to the skin by incorporating from about 1 to 20% of such an agent in the previously described vehicle.

Claims

C L A M S
1. A topical composition for inhibiting mammalian hair growth which comprises about 1 to 20 parts by weight of a water-soluble, hair- growth-inhibiting active agent dispersed in about 99 to 80 parts by weight correspondingly of a vehicle comprising an oil-in-water emulsion of the following components in parts by weight: Water 78 to 87 Glyceryl Stearate 2.8 to 4.8 PEG-100 Stearate 2.7 to 4.7 Cetearyl Alcohol 1.9 to 3.3 Ceteareth-20 1.6 to 2.7
Mineral Oil 1.7 to 2.7 Stearyl Alcohol 1.0 to 2.0
Dimethicone 0.3 to 1.0
2. The composition of claim 1, adjusted to a pH of about 3.5 and optionally comprising a pH buffer. 3. The composition of claim 2, comprising 5 to 15 parts by weight of said active agent dispersed in 95 to 85 parts by weight correspondingly of said vehicle. 4. The composition of claim 3, wherein said vehicle comprises an oil-in-water emulsion of the following components in parts by weight: Water 80.84
Glyceryl Stearate 4.24
PEG-100 Stearate 4.09 Cetearyl Alcohol 3.05
Ceteareth-20 2.50
Mineral Oil 2.22
Stearyl Alcohol 1.67
Dimethicone 0.56 5. The composition of claim 3, wherein said vehicle comprises an oil-in-water emulsion of the following components in parts by weight: Water 85.53
Glyceryl Stearate 2.97
PEG-100 Stearate 2.86
Cetearyl Alcohol 2.14 Ceteareth-20 1.75
Mineral Oil 2.22
Stearyl Alcohol 1.17
Dimethicone 0.56
Citric Acid 0.25 6. The composition of claim 1, 2, 3, 4, or 5, wherein said active agent is 2- (difluoromethyl)-2,5-diaminopentanoic acid.
7. A method of inhibiting mammalian hair growth which comprises applying to the skin of a mammal an effective amount of a topical composition according to claim 1, 2, 3, 4, or 5.
8. The method of claim 7, wherein the active agent in said topical composition is 2- (difluoromethyl) -2,5-diaminopentanoic acid. 9. The method of claim 8, wherein said topical composition is applied daily or twice daily at a level sufficient to provide about 10 to about 2000 micrograms of active agent per square centimeter of skin. 10. The method of claim 8, wherein said topical composition is applied to human skin. 11. A topical composition for delivering a water-soluble, pharmacological agent to the skin which comprises about 1 to 20 parts by weight of said water-soluble, pharmacological agent dispersed in about 99 to 80 parts by weight correspondingly of a vehicle comprising an oil- in-water emulsion of the following components in parts by weight:
Water 78 to 87
Glyceryl Stearate 2.8 to 4.8 PEG-100 Stearate 2.7 to 4.7
Cetearyl Alcohol 1.9 to 3.3
Ceteareth-20 1.6 to 2.7
Mineral Oil 1.7 to 2.7
Stearyl Alcohol 1.0 to 2.0 Dimethicone 0.3 to 1.0
EP93915148A 1993-03-19 1993-05-27 Topical composition for inhibiting hair growth Expired - Lifetime EP0689416B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/US1993/002684 WO1994021216A1 (en) 1993-03-19 1993-03-19 Topical composition for inhibiting hair growth
WOPCT/US93/02684 1993-03-19
PCT/US1993/005068 WO1994021217A1 (en) 1993-03-19 1993-05-27 Topical composition for inhibiting hair growth

Publications (2)

Publication Number Publication Date
EP0689416A1 true EP0689416A1 (en) 1996-01-03
EP0689416B1 EP0689416B1 (en) 1998-11-04

Family

ID=22236436

Family Applications (1)

Application Number Title Priority Date Filing Date
EP93915148A Expired - Lifetime EP0689416B1 (en) 1993-03-19 1993-05-27 Topical composition for inhibiting hair growth

Country Status (17)

Country Link
EP (1) EP0689416B1 (en)
JP (1) JP3659968B2 (en)
KR (1) KR100294576B1 (en)
AT (1) ATE172871T1 (en)
AU (2) AU3931093A (en)
CA (1) CA2158041C (en)
DE (1) DE69321974T2 (en)
DK (1) DK0689416T3 (en)
ES (1) ES2125339T3 (en)
NO (1) NO309752B1 (en)
NZ (1) NZ253858A (en)
OA (1) OA10183A (en)
PL (1) PL174475B1 (en)
RO (1) RO117413B1 (en)
RU (1) RU2139705C1 (en)
UA (1) UA35611C2 (en)
WO (2) WO1994021216A1 (en)

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US5474763A (en) * 1994-03-11 1995-12-12 Shander; Douglas Reduction of hair growth
US5976555A (en) * 1994-09-07 1999-11-02 Johnson & Johnson Consumer Products, Inc. Topical oil-in-water emulsions containing retinoids
US6461622B2 (en) * 1994-09-07 2002-10-08 Johnson & Johnson Consumer Companies, Inc. Topical compositions
GB9424828D0 (en) * 1994-12-06 1995-02-08 Daham Sultan D Hair removal preparation
AR006049A1 (en) 1996-03-01 1999-07-21 Johnson & Johnson Consumer AN EMULSION OF OIL IN WATER
GB9720372D0 (en) * 1997-07-09 1997-11-26 Reckitt & Colman France
AUPP307698A0 (en) * 1998-04-20 1998-05-14 Miller, Matthew Depilatory compositions comprising chelating agents
US7261878B2 (en) * 2001-08-10 2007-08-28 The Gillette Company Reduction of hair growth
US20030036561A1 (en) * 2001-08-10 2003-02-20 Peter Styczynski Reduction of hair growth
CN1320878C (en) * 2001-08-15 2007-06-13 皮肤护理有限公司 Topical composition for follicular delivery of an ornithine decarboxylase inhibitor
US20030199584A1 (en) * 2002-04-11 2003-10-23 Ahluwalia Gurpreet S. Reduction of hair growth
EP1531835B1 (en) * 2002-06-07 2013-08-07 Rutgers, The State University of New Jersey Micelle assemblies
ES2702607T3 (en) 2004-01-07 2019-03-04 E L Man Corporation Cosmetic composition and hair growth retardation method
US7618956B2 (en) 2005-05-31 2009-11-17 The Gillette Company Reduction of hair growth
ATE537808T1 (en) 2010-03-26 2012-01-15 Procter & Gamble METHOD FOR DEPILATION AND DEPILATION EQUIPMENT
WO2011119794A2 (en) 2010-03-26 2011-09-29 The Procter & Gamble Company Hair removal method and hair removal kit
US8846850B2 (en) 2011-02-22 2014-09-30 Rutgers, The State University Of New Jersey Amphiphilic macromolecules for nucleic acid delivery
KR102139148B1 (en) * 2014-01-24 2020-07-29 주식회사 엘지생활건강 Cosmetics compositions for hair growth inhibitor
EP3713583A4 (en) * 2017-11-21 2021-06-30 Topix Pharmaceuticals, Inc. Methods and compositions for treatment of skin

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Publication number Priority date Publication date Assignee Title
US4720489A (en) * 1984-10-15 1988-01-19 Douglas Shander Hair growth modification with ornithine decarboxylase inhibitors

Non-Patent Citations (1)

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Title
See references of WO9421217A1 *

Also Published As

Publication number Publication date
KR100294576B1 (en) 2001-09-17
UA35611C2 (en) 2001-04-16
RU2139705C1 (en) 1999-10-20
WO1994021217A1 (en) 1994-09-29
OA10183A (en) 1996-12-18
AU684251B2 (en) 1997-12-11
NO309752B1 (en) 2001-03-26
NZ253858A (en) 1998-07-28
PL310679A1 (en) 1995-12-27
RO117413B1 (en) 2002-03-29
NO953580D0 (en) 1995-09-11
AU4524393A (en) 1994-10-11
DE69321974D1 (en) 1998-12-10
AU3931093A (en) 1994-10-11
JP3659968B2 (en) 2005-06-15
DE69321974T2 (en) 1999-05-27
CA2158041A1 (en) 1994-09-29
NO953580L (en) 1995-09-11
PL174475B1 (en) 1998-08-31
ES2125339T3 (en) 1999-03-01
ATE172871T1 (en) 1998-11-15
WO1994021216A1 (en) 1994-09-29
EP0689416B1 (en) 1998-11-04
DK0689416T3 (en) 1999-07-19
JPH08507785A (en) 1996-08-20
KR960700681A (en) 1996-02-24
CA2158041C (en) 2001-04-03

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